
Vacation rentals in Middletown
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Top-rated vacation rentals in Middletown
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Home Away from Home - 2 bed, 2 full bath, office
Forget your worries in this spacious and serene space. Centrally located close to Harrisburg, Hershey and York. 1/2 mile from Route 83 near PA turnpike. 8 miles from Roundtop Mountain Resort. Full house with fully supplied kitchen, Wi-fi, loft as an office and day bed/trundle for more guests. Full private laundry so you can travel with less. Optimal for families or business travelers alike. Convenient to the mountain for skiing -come back and relax for the evening. Fenced in outdoor space

A Wee Bit of Scotland near Harrisburg & Hershey
Coorie Doon is Scottish for "snuggle down", and that is exactly what we want you to do! We have created a cozy getaway that reflects our Scottish heritage, nestled in a neighborhood near Harrisburg, and just a few miles from Hershey. We encourage you to sit back and enjoy the cottage , or head out to explore all the Harrisburg/Hershey area has to offer, or a bit of both! There are great restaurants, shopping and entertainment venues nearby. The cottage is a unique space to make lasting memories.

The Roundtop Chalet (romantic couples retreat)
Indulge in a getaway to our charming cabin, the perfect retreat for all your special celebrations - be it anniversaries, birthdays, or simply a much-needed escape from routine. Perfectly designed for romantic getaways, this cabin seamlessly blends rustic charm with modern comforts. Savour the warmth of a cozy fireplace, unwinding in a hot tub,and indulge with unlimited lattes, crafted by our Breville Touch Espresso Machine. Embrace serenity at its finest and make memories that will last forever

Garden Cottage Charm for 2 - Near Hbg/York/Hershey
This beautifully styled cottage is truly a sanctuary - perfect for those who enjoy travel, personal retreat, or working remotely. Located on a pleasant 1.5 acre setting only 10 mins from Harrisburg and 20 mins to Messiah College, York, and Hersheypark. You will enjoy complete privacy with plenty of space to relax and make memories. A cozy living room, full kitchen, lovely bedroom with garden view (seasonal), and bath. Central AC, fresh linens, free WiFi, and parking provided. Pet/smoke-free.

Hill View Home
This is a spacious downstairs apartment in a beautiful newer house in a quiet neighborhood. The apartment has private entrance and a yard. There are two bedrooms. If your party has more than two people, or if you need two separate beds, there is an additional $20 charge for the second bedroom per night. The house is located close to I-81 and highway 322 less than 10 minutes drive from the state capitol and the beautiful Susquehanna river and 25 minutes from Harrisburg International Airport.

Riverview Front One Parking Spot
River views and easy access to everything from this perfectly located home base. The spacious unit offers guests a cozy yet expansive space in the heart of the city. The living area features ample seating facing a TV, ideal for relaxation. The kitchen is fully equipped for meal prep, and the bedroom offers a comfortable king size bed and 65" TV. One dedicated parking space is available for added convenience. Experience historic charm with modern amenities for a memorable stay in Harrisburg.

Countryside Cottage
Come and enjoy this cozy home away from home! You will find this renovated home to have just what your family needs while being closely located to many popular attractions! We are located just minutes off of rt 283. Being very centrally located to the following: Hershey-10 min Harrisburg-20 min Lancaster-20 min We are very close to Hershey park, Spooky Nook sports, and many wedding venues in the area. With a cozy cottage feel you will find plenty of relaxation here in the country!

Entire Townhome w/ Hot Tub 5 min drive to Hershey!
1900 sq ft- Wonderful spacious relaxing home away from home. A great central location to the Hershey Area. Close to Hershey Downtown, Restaurants, Shops & Penn State Hershey Medical Center. Visit Indian Echo Caverns in Middletown. Close to the State Capital Harrisburg. Radha offers all the amenities of home, & the ideal location to spend a couple nights close to everything. Ideal for families with small children, couples, and large groups. Located in a very quiet and safe community.

Midtown's Coolest Penthouse Apt—Free Parking!
Historic Midtown Retreat: Discover the perfect blend of history and modern comfort in our spacious 2-bedroom, 2-bath apartment, located on the top floor of an old department store. Ideal for lively gatherings or cozy escapes, this unique space in Harrisburg’s trendy Midtown offers easy access to Downtown, the State Capitol, and local breweries. Enjoy free off-street parking, a fully stocked kitchen, and in-unit laundry. Explore Hershey and Harrisburg from this unique spot!

Cozy Cottage •HOT TUB • FIRE PIT• Peaceful Getaway
🌾 Welcome to Your Cozy Farm Retreat A peaceful, private guest cottage located on our small, quiet farm — complete with your own private hot tub, fire pit, and beautiful views. This is the perfect escape to relax, recharge, and enjoy the countryside. Sip coffee overlooking the fields, unwind in the hot tub under the stars, or explore the local farms, breweries, and trails nearby. Perfect for couples or solo travelers seeking a quiet getaway.

Walk to Midtown From Contemporary Uptown Harrisburg Home
Beautifully remodeled, single family, brick rowhome in the "Olde Uptown" neighborhood of Harrisburg. Take advantage of the extra care and personal touches in this property such as complimentary beverages and snacks, continental breakfast items, professionally designed interior, and incredibly comfortable king sized bed. You can walk to the fantastic Broad Street Market, local coffee shop and cafe, and the beautiful riverfront trail.

Historic 1 bedroom guesthouse with parking.
Beautiful 1840's pre-Civil War country summer kitchen guesthouse situated on a private farm. Completely remodeled from floor to ceiling! Private off road parking. Within 15 minutes of all Hershey attractions and medical center. Conveniently located 3 miles from Harrisburg International Airport and short travel to various other destinations such as Spooky Nook Sports, Elizabethtown, Harrisburg, Hershey and Lancaster areas.
Popular amenities for Middletown vacation rentals
Other great vacation rentals in Middletown

Hershey Haven – Movie Room, Firepit, Mins to park!

Hershey Cottage: Fire Pit, Game Room on Amish Farm

Family home in the country

Ike Suite

Fulling Mill Inn B& B - Lodging and dining

Elizabeth Hughs House|Hot Tub|Outdoor Sauna

Cozy Spacious Renovated House

Cheerful 2 br 1/2 plex home 15 min to Hershey Park
Destinations to explore
- Plainview Vacation rentals
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- Greater Toronto Area Vacation rentals
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- Hersheypark
- Liberty Mountain Resort
- Dutch Wonderland
- Roundtop Mountain Resort
- French Creek State Park
- Codorus State Park
- Caledonia State Park
- Hershey's Chocolate World
- Spooky Nook Sports
- Shady Maple Smorgasbord
- Pennsylvania Farm Show Complex & Expo Center
- Sight & Sound Theatres
- Amish Village
- Messiah University
- Lancaster County Convention Center
- Franklin & Marshall College
- Lititz Springs Park
- Broad Street Market
- Middle Creek Wildlife Management Area
- Giant Center
- Maple Grove Raceway
- National Civil War Museum
- Fulton Theatre
- Central Market Art Co




